Journal of Organometallic Chemistry

Silanes in organic synthesis: VI. Conversion of unsubstituted and 2-aryl ketones to (1-arylallyl) silanes

WE Fristad, YK Han, LA Paquette

Index: Fristad,W.E. et al. Journal of Organometallic Chemistry, 1979 , vol. 174, p. 27 - 40

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Citation Number: 16

Abstract

Abstract Treatment of 2-or 3-phenyl ketone arenesulfonylhydrazones with excess n- butyllithium in TMEDA at 50–60 for 2–3 h, followed by the addition of chlorotrimethylsilane, gives (1-arylallyl) silanes. Although the method has limitations, its simplicity and the availability of a companion procedure for the direct α-arylation of ketones provide desirable advantages. A number of electrophilic reactions are examined in an effort assess ...